Dichloromethane → HCID 69285363, compound

Participants

Reaction Steps

Bromoacetyl chloride (2.80 ml) was added dropwise to a solution of tert-butyl 5-amino-4-(3-aminophenyl)-2-phenyl-thieno[2,3-d]pyrimidine-6-carboxamide (example 9(g), 5.8 g) and DIPEA (12.2 ml) in DCM (50 ml). After 3 h at room temperature, the mixture was diluted with DCM, washed with sat. aq. NaHCO3, dried (MgSO4) and concentrated under reduced pressure. The crude product was purified by chromatography on silica gel using heptane/EtOAc=3/2 (v/v) as eluent. A 1:1 (mol/mol) mixture of tert-butyl 5-amino-4-(3-(2-bromoacetamido)-phenyl)-2-phenyl-thieno[2,3-d]pyrimidine-6-carboxamide and tert-butyl 5-amino-4-(3-(2-chloroacetamido)-phenyl)-2-phenyl-thieno[2,3-d]pyrimidine-6-carboxamide was obtained.

Provenance & Evidence